Synlett 2013; 24(11): 1311-1315
DOI: 10.1055/s-0033-1338421
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© Georg Thieme Verlag Stuttgart · New York

Mechanistic Insight to the Reaction Pathway of Aerobic Oxidative C–C Bond Cleavage of α-Hydroxy Ketones

Hui Liu
Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, P. R. of China   Fax: +86(21)52133654   Email: xfjiang@chem.ecnu.edu.cn
,
Xuefeng Jiang*
Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, P. R. of China   Fax: +86(21)52133654   Email: xfjiang@chem.ecnu.edu.cn
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Further Information

Publication History

Received: 22 February 2013

Accepted after revision: 25 March 2013

Publication Date:
23 April 2013 (online)

Abstract

A novel transition-metal-free aerobic oxidative C–C bond-cleavage method has been developed. Oxygen, the ideal oxidant, was used as the oxidizing reagent. The dimeric intermediate and 18O-isotopic-labeling control experiments partially disclosed the reaction mechanism.

 
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